Asciano Holidays

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Top Flight + Hotel Deals in Asciano

Price found within the past 48 hours. Click for updated prices.
LHP Certaldo Resort

LHP Certaldo Resort

5 out of 5
Save 100% on your flight
Price was €1,012, price is now €600 per person
€600
per person
30 Sept - 6 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (532 reviews)
nice property

Reviewed on 30 Jun 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,872, price is now €983 per person
€983
per person
30 Sept - 6 Oct
found 1 day ago
Return direct flight included
Knock (NOC) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on 10 Jul 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Save 100% on your flight
Price was €1,385, price is now €803 per person
€803
per person
30 Sept - 6 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (415 reviews)
Wonderful property, amazing hosts. 20 minutes outside of Florence center-easy to get a taxi. My family loved everything about our stay here!

Reviewed on 7 Jul 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Save 100% on your flight
Price was €4,030, price is now €2,465 per person
€2,465
per person
30 Sept - 6 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
10/10 Exceptional! (290 reviews)
Best staff. The breakfast was phenomenal. The spa surreal. The sunset view unreal.

Reviewed on 11 Jul 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was €2,482, price is now €1,548 per person
€1,548
per person
30 Sept - 6 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)

Top hotels in Asciano

Castello di Leonina Relais

Castello di Leonina Relais

4 out of 5
Strada Di Leonina 5 Asciano SI
Fully refundableReserve now, pay when you stay
The price is €179 per night from 31 Jul to 1 Aug
€179
31 Jul - 1 Aug
includes taxes & fees
9/10 Wonderful! (136 reviews)
"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. ..."

Reviewed on 8 Jul 2026

Castello di Leonina Relais
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is €538 per night from 5 Aug to 6 Aug
€538
5 Aug - 6 Aug
includes taxes & fees
Precise Tale Poggio Alla Sala
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is €330 per night from 10 Aug to 11 Aug
€330
10 Aug - 11 Aug
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
See all 8,749 properties in Asciano
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Asciano attractions

Monte Oliveto Maggiore Abbey

9.2/10 (12 reviews)
You can learn about the history of Asciano with a visit to Monte Oliveto Maggiore Abbey. Visit the area's spas or simply enjoy its wineries.
See properties

What to do in Asciano

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

€79
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting

€49
per adult
90% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

€65
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
See all activities in Asciano

Frequently asked questions

How much does an Asciano holiday package cost?
You'll find cheap prices from €600 on Expedia for your Asciano escape. However, factors like the length of stay, hotel choice and season will determine how much your holiday to Asciano costs.
What are the cheapest months to go to Asciano?
Travel in the low season and you're likely to find cheap Asciano holiday packages. Keep in mind that public holidays and major festivals and events can have an impact on prices, so do your research before booking.
How many days is enough for Asciano?
With a well-organised schedule, you can easily hit the main Asciano attractions in a few days. But if you want to discover hidden gems or go on day tours, consider booking your Asciano holiday for longer.
How to find the best Asciano package deals?
Begin your search for an Asciano package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Asciano package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Asciano adventure underway.
Is it cheaper to book an Asciano holiday as a package?
You can enjoy significant savings on your Asciano break by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Asciano?
Land incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Asciano trip.
How to plan a trip to Asciano?

  1. Choose your travel dates: What you'd like to do in Asciano and your preferred season will help you decide when to go.
  2. Set a budget: Consider expenses such as food, flights and transportation when calculating how much to put aside for your trip to Asciano. Then, choose a hotel that fits your budget, whether that's a low-cost option or a lavish getaway.
  3. Decide how long to go for: Now that you're up to speed on Asciano, you can figure out the ideal length of your holiday. Put together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodation: After you've settled on your travel dates and duration, book the ideal Asciano holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.